Construction About To Begin On Orange Street Downtown-Hill Reconnection

City of New HavenThomas Breen photos.The city’s plans to reconnect Downtown and the Hill will resume this spring with the construction of a pedestrian, bicycle, and vehicle crossing at Orange Street over the Oak Street Connector.

City staff gave that update on Phase 2 of the Downtown Crossing project during Tuesday morning’s Development Commission meeting on the second floor of City Hall.

City Assistant Director of Comprehensive Planning Aïcha Woods and City Plan Senior Project Planner Donna Hall said that construction of an at-grade intersection connecting Orange Street and South Orange Street over the current mess of semi-highways at MLK Boulevard, Rt. 34, and South Frontage Road will begin later this spring.

By the end of the 24-month construction process, they said, the city will have a new pedestrian and bicycle-friendly intersection that connects the downtown business district with the Yale medical campuses and new residential developments in the Hill.

This project is not only “opening up new opportunities for new jobs and infill development,” Acting Economic Development Administrator Michael Piscitelli said at Tuesday’s meeting meeting, “but also reconnecting this incredible divide between Downtown and the Hill neighborhoods.”

Click here to download a copy of Woods and Hall’s presentation on Downtown Crossing Phase 2.

The imminent Phase 2 construction project is the latest development in the city’s years-in-the-making efforts to suture the wounds caused by the demolition of the old Oak Street neighborhood and creation of the Rt. 34 mini-highway to nowhere during the mid-20th Century Urban Renewal era.

Over the past few years, the city has secured over $50 million in federal, state, and local funding for three phases of the Downtown Crossing project. The first, completed in 2016, saw the construction of a pedestrian and road crossing on College Street and the development of the Alexion building at 100 College St.

The third, which is scheduled to be under construction from December 2020 and late 2022, should see the construction of a pedestrian, bicycle, and vehicle crossing that connects Temple Street and Congress Avenue.

Thomas Breen photosWhile the second, the creation of the Orange Street intersection, should begin construction in a few weeks and should be finished by the winter of 2021.

“It’s really trying to slow the traffic down and create reasonable pedestrian access and bicycle access,” Woods said about the Orange Street project.

Some of the highlights of the project include:

• An at-grade intersection connecting Orange Street and South Orange Street across the Rt. 34 corridor, which includes MLK Boulevard, South Frontage Road, and the Air Rights Garage Service Drive.

• The state’s first “protected bicycle intersection,” whereby bike lanes will be protected from the roadway by a curb or landscaping.

City of New Haven• A highly landscaped “transition zone” by the Brewery Street underpass that will include new lighting and trees to signal to cars exiting the highway that they are entering a dense, urban environment. “The trees coming up,” Hall said, “the lights coming up, having an intentionally designed space at this point will start giving you these visual cues not only to slow down, but that you’re coming up on something that is different.”

• A public art light installation by Sheila de Bretteville on the stretch of Union Avenue leading to the train station.

• A new multi-use path through the green space between the new roadway and the old Coliseum site south of George Street.

• A series of bioswales and other stormwater management improvements surrounding the new intersection.

• A second northbound vehicle travel lane on Orange Street on the north side of the new intersection.

And once Phase 3 is completed, Hall, Woods, and Piscitelli said, there will be entirely new development parcels available between Church Street and Temple Street, and between Temple Street and College Street.

The Alexion building is nearly 500,000 square-feet, Piscitelli said, and will be paying nearly $5 million a year in property taxes now that that building is fully on the tax rolls. Once Downtown Crossing is complete, he said, the four newly created parcels between College and Church could allow for four new buildings between 300,000 and 475,000 square-feet each.

“It gives you the sense of the real potential for tax revenue” opened up by this project, he said.

Development Commissioner John Martin praised the city staff for thinking broadly on how to transform the roadway-strewn divide between Downtown and the Hill.

“It’s just a real wall in our city,” he said. “It’s a really confusing and horrible experience,” particularly for pedestrians and cyclists looking to get from one neighborhood to the other.

“It’s really been a very difficult thing to physically make that connection” between Downtown and the Hill, Hall said, “but also mentally, this no man’s land that’s been out there ever since they did the original demolition of the Oak Street neighborhood.

“This is really exciting because it does make that connection between these two economic drivers, the central business district on the one hand and the medical and the research on the other side. I think it’s really exciting because it bridges it in so many different ways, and it creates so many opportunities for the city to provide this transformative site for how we view the city and the way that investment can occur here.”

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posted by: Esbey on March 12, 2019  6:14pm

So excited to see this moving forward. It is good for transportation and good for economic development. The fact that the Alexion building is generating nearly $5,000,000 in taxes is eye-opening about the potential for economic development to help our tax revenue problem.

posted by: anonymous on March 13, 2019  7:20am

Agree, Esbey. Removing Exit 3 on I-91 would cost less, and likely result in even more tax revenue, assuming the acres of new land area created for development along Trumbull/State/Orange were appropriately zoned.

posted by: robn on March 13, 2019  8:34am


The 34/Orange St confluence is currently a hot mess and curing it with a safe crossing will change the way people walk to the train station and hopefully open up a lot of possibilities for replanning Church St South.

posted by: __quinnchionn__ on March 13, 2019  9:29am


If Exit 3 on I-91 is removed then I think that the space would be good for a new boulevard to be built there to connect Orange Street to Fair Haven. It also gives me a clear vision of how streets can be connected back together between Upper State and both the Mill River and Wooster Square neighborhoods. If that turns out to be reality in the future then basically that gives the opportunity to create a new urban residential neighborhood.

posted by: LookOut on March 13, 2019  10:32am

Nice to see.  Speed this up while we still have the opportunity.  Shaving a few months from the project length would lead to a huge increase in tax $$.  Let’s Go.

posted by: bikyst on March 13, 2019  12:21pm

Yes!  Progress, indeed!

The suburbanite hospital employees will hate this.  This will add at least 8 minutes more to their commutes and they’ll just continue complaining about the Elm City instead of moving closer to work.

Maybe this and the new tolls will encourage these folks to move to perimeter towns like East Haven, Hamden, and West Haven.  These three towns have a lot to offer and are a heck of a lot closer to YNNH YSC(York Street Campus) and SRC(Saint Raphael Campus ) than Guilford and beyond.

There are good things happening at SRC that Harp has mentioned and hopefully will come to fruition.

Get it done, and soon!

posted by: George Polk on March 13, 2019  4:48pm

So you will be putting a broad cross walk much closer to the estuary of three merging long highway speed exit ramps? I can’t see this helping much first off will the bikers follow the traffic or pedestrian signals? Answer will be they will use both. Second, will the WALK signs be timed for making the entire cross on foot or will there be a resting period? Will left turns on to Orange Street be allowed? Call me skeptical but in the northeast cities cars and trucks still dominate Cycle city might be like waiting for Soccer to be the dominate spectator sport in The United States.

posted by: Cove'd on March 13, 2019  4:54pm

Check out the I-91 exit 3 area on the 1934 vs. current-day aerial comparison website ( that UConn hosts in order to see what was sadly lost when the highways were put in.  (scroll down to New Haven in the mapping).  Lotta land there that should be/could be instead contributing to the Grand List.

posted by: LookOut on March 14, 2019  12:06am

Cove’d :  Your link shows an interesting Hartford map .  Could not find a scroll down for New Haven.  Please help.

posted by: Cove'd on March 14, 2019  10:04am

LookOut:  In either of the side by side windows that show the aerials, you have to manually scroll south to New Haven.  You can also use the search button (the little magnifying glass) in the right window to search for New Haven.  Then zoom in.